allyl 4,6-O-benzylidene-3-O-[(R)-3-(benzyloxy)decanoyl]-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

Base Information

• Chemical Name: allyl 4,6-O-benzylidene-3-O-[(R)-3-(benzyloxy)decanoyl]-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside
• CAS No.: 247158-39-0
• Molecular Formula: C₃₆H₄₆Cl₃NO₉
• Molecular Weight: 743.122

Synonyms:allyl 4,6-O-benzylidene-3-O-[(R)-3-(benzyloxy)decanoyl]-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

Chemical Property of allyl 4,6-O-benzylidene-3-O-[(R)-3-(benzyloxy)decanoyl]-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

Chemical Property:

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Technology Process of allyl 4,6-O-benzylidene-3-O-[(R)-3-(benzyloxy)decanoyl]-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

There total 1 articles about allyl 4,6-O-benzylidene-3-O-[(R)-3-(benzyloxy)decanoyl]-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 70.0%

(R)-3-(benzyloxy)decanoic acid (19525-83-8) + allyl 4,6-O-benzylidene-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside (183388-21-8) → allyl 4,6-O-benzylidene-3-O-[(R)-3-(benzyloxy)decanoyl]-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside (247158-39-0)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 25 ℃; for 20h;

DOI:10.1246/bcsj.72.1857

Reference yield: 70.0%

allyl 4,6-O-benzylidene-3-O-[(R)-3-(benzyloxy)decanoyl]-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside (247158-39-0) → allyl 6-O-benzyl-3-O-[(R)-3-(benzyloxy)decanoyl]-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside (247158-42-5)

Guidance literature:

With dimethylamine borane; boron trifluoride diethyl etherate; In acetonitrile; at -20 - 25 ℃; for 2h;

DOI:10.1246/bcsj.72.1857

Reference yield:

allyl 4,6-O-benzylidene-3-O-[(R)-3-(benzyloxy)decanoyl]-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside (247158-39-0) → C33H45NO7

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃;

DOI:10.1080/07328303.2010.512405

upstream raw materials:

(R)-3-(benzyloxy)decanoic acid

allyl 4,6-O-benzylidene-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

Downstream raw materials:

allyl 6-O-benzyl-3-O-[(R)-3-(benzyloxy)decanoyl]-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

6-O-benzyl-3-O-[(R)-3-(benzyloxy)decanoyl]-2-deoxy-4-O-(1,5-dihydro-3-oxy-3H-2,4,3λ⁵-benzodioxaphosphepin-3-yl)-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranose

allyl 6-O-benzyl-3-O-[(R)-3-(benzyloxy)decanoyl]-2-deoxy-4-O-(1,5-dihydro-3-oxy-3H-2,4,3λ⁵-benzodioxaphosphepin-3-yl)-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

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